#------------------------------------------------------------------------------
#$Date: 2023-07-05 13:51:46 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/93/7159356.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7159356
loop_
_publ_author_name
'Mortensen, Kim T.'
'Wong, Denedy S. Y.'
'King, Thomas A.'
'Sore, Hannah F.'
'Spring, David R.'
_publ_section_title
;
 Synthesis of sp³-rich heterocyclic frameworks by a divergent
 synthesis strategy.
;
_journal_issue                   22
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4591
_journal_page_last               4595
_journal_paper_doi               10.1039/d3ob00351e
_journal_volume                  21
_journal_year                    2023
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C17 H18 N2 O5'
_chemical_formula_sum            'C17 H18 N2 O5'
_chemical_formula_weight         330.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2022-07-08 deposited with the CCDC.	2023-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.461(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.4411(8)
_cell_length_b                   30.630(4)
_cell_length_c                   8.0130(9)
_cell_measurement_reflns_used    1872
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      51.45
_cell_measurement_theta_min      2.89
_cell_volume                     1549.4(3)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1157
_diffrn_reflns_av_unetI/netI     0.1851
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8298
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        54.189
_diffrn_reflns_theta_max         54.189
_diffrn_reflns_theta_min         2.885
_diffrn_source                   'Incoatec I\mS Cu microsource'
_exptl_absorpt_coefficient_mu    0.879
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_correction_T_min  0.5557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
;
Flack x determined using 592 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         3615
_refine_ls_number_restraints     205
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.1657
_refine_ls_R_factor_gt           0.0748
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0683P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1326
_refine_ls_wR_factor_ref         0.1673
_reflns_Friedel_coverage         0.875
_reflns_Friedel_fraction_full    0.910
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                1976
_reflns_number_total             3615
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00351e2.cif
_cod_data_source_block           DS_B1_0031
_cod_depositor_comments          'Adding full bibliography for 7159356.cif.'
_cod_original_cell_volume        1549.3(3)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7159356
_cambridge_user_name             'Denedy Wong'
_cambridge_user_crsid            dsyw2
_cambridge_supervisor_name       'David Spring'
_cambridge_supervisor_crsid      drs36
_cambridge_crystallographer_name 'Andrew Bond'
_cambridge_crystallographer_crsid adb29
_cambridge_sample_id             DSYW-52
_cambridge_data_id               DS_B1_0031
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.830
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.7442(12) 0.6889(3) 0.4064(11) 0.036(3) Uani 1 1 d . . . . .
O2A O 0.3428(14) 0.6890(3) -0.1343(12) 0.045(3) Uani 1 1 d . . . . .
O3A O 0.9827(14) 0.7319(3) 0.1621(12) 0.045(3) Uani 1 1 d . . . . .
O4A O 0.703(2) 0.5414(4) 0.536(2) 0.102(6) Uani 1 1 d . . . . .
O5A O 0.9207(16) 0.5713(3) 0.3878(13) 0.049(3) Uani 1 1 d . . . . .
N1A N 0.6747(16) 0.6452(4) 0.3322(15) 0.037(3) Uani 1 1 d . . . . .
N2A N 0.6869(16) 0.7058(4) -0.0124(15) 0.034(3) Uani 1 1 d . . . . .
C1A C 0.445(2) 0.6532(5) 0.2606(18) 0.037(4) Uani 1 1 d . U . . .
C2A C 0.450(2) 0.6976(5) 0.1729(17) 0.034(4) Uani 1 1 d . U . . .
H2A H 0.324880 0.715760 0.185207 0.040 Uiso 1 1 calc R U . . .
C3A C 0.474(2) 0.6960(5) -0.008(2) 0.042(4) Uani 1 1 d . U . . .
C4A C 0.803(2) 0.7187(5) 0.140(2) 0.039(4) Uani 1 1 d . U . . .
C5A C 0.6590(19) 0.7181(5) 0.2734(18) 0.033(4) Uani 1 1 d . U . . .
H5A H 0.636394 0.748032 0.316739 0.040 Uiso 1 1 calc R U . . .
C6A C 0.768(2) 0.7069(5) -0.1691(19) 0.048(4) Uani 1 1 d . U . . .
H6A H 0.656623 0.697938 -0.264623 0.072 Uiso 1 1 calc R U . . .
H6B H 0.888985 0.687000 -0.159468 0.072 Uiso 1 1 calc R U . . .
H6C H 0.813917 0.736700 -0.188729 0.072 Uiso 1 1 calc R U . . .
C7A C 0.344(2) 0.6548(5) 0.4183(17) 0.037(4) Uani 1 1 d . U . . .
H7A H 0.369852 0.683313 0.476771 0.044 Uiso 1 1 calc R U . . .
H7B H 0.189347 0.649660 0.387109 0.044 Uiso 1 1 calc R U . . .
C8A C 0.454(2) 0.6180(5) 0.530(2) 0.052(5) Uani 1 1 d . U . . .
H8A H 0.382953 0.589658 0.499326 0.063 Uiso 1 1 calc R U . . .
H8B H 0.458000 0.623953 0.652241 0.063 Uiso 1 1 calc R U . . .
C9A C 0.680(2) 0.6184(5) 0.4904(18) 0.040(4) Uani 1 1 d . U . . .
H9A H 0.776827 0.633106 0.586948 0.049 Uiso 1 1 calc R U . . .
C10A C 0.764(3) 0.5723(6) 0.473(2) 0.058(5) Uani 1 1 d . U . . .
C11A C 1.009(3) 0.5266(5) 0.368(2) 0.064(5) Uani 1 1 d . U . . .
H11A H 1.123786 0.528833 0.304038 0.095 Uiso 1 1 calc R U . . .
H11B H 0.897189 0.507711 0.306587 0.095 Uiso 1 1 calc R U . . .
H11C H 1.065292 0.514234 0.480838 0.095 Uiso 1 1 calc R U . . .
C12A C 0.359(2) 0.6166(5) 0.1369(18) 0.036(4) Uani 1 1 d . U . . .
C13A C 0.499(2) 0.5889(5) 0.0755(18) 0.046(4) Uani 1 1 d . U . . .
H13A H 0.647387 0.591366 0.114374 0.055 Uiso 1 1 calc R U . . .
C14A C 0.412(2) 0.5572(5) -0.046(2) 0.054(5) Uani 1 1 d . U . . .
H14A H 0.505068 0.538000 -0.088709 0.065 Uiso 1 1 calc R U . . .
C15A C 0.195(3) 0.5531(6) -0.106(2) 0.058(5) Uani 1 1 d . U . . .
H15A H 0.139770 0.531011 -0.186199 0.070 Uiso 1 1 calc R U . . .
C16A C 0.062(3) 0.5817(6) -0.047(2) 0.055(5) Uani 1 1 d . U . . .
H16A H -0.086719 0.580493 -0.090273 0.066 Uiso 1 1 calc R U . . .
C17A C 0.144(2) 0.6120(5) 0.0753(19) 0.048(4) Uani 1 1 d . U . . .
H17A H 0.048664 0.630484 0.119169 0.057 Uiso 1 1 calc R U . . .
O1B O 0.7758(13) 0.4193(3) 0.4379(12) 0.039(3) Uani 1 1 d . . . . .
O2B O 0.4972(14) 0.2818(3) 0.4693(12) 0.041(3) Uani 1 1 d . . . . .
O3B O 1.0461(14) 0.3515(3) 0.3019(12) 0.046(3) Uani 1 1 d . . . . .
O4B O 0.7565(17) 0.4509(4) 1.0037(14) 0.063(4) Uani 1 1 d . . . . .
O5B O 1.0458(14) 0.4402(3) 0.8913(12) 0.043(3) Uani 1 1 d . . . . .
N1B N 0.7468(15) 0.4053(3) 0.6116(14) 0.031(3) Uani 1 1 d . . . . .
N2B N 0.8007(15) 0.3102(4) 0.4053(13) 0.030(3) Uani 1 1 d . . . . .
C1B C 0.528(2) 0.3868(4) 0.5710(17) 0.030(4) Uani 1 1 d . U . . .
C2B C 0.5265(19) 0.3596(4) 0.4074(16) 0.030(4) Uani 1 1 d . U . . .
H2B H 0.386635 0.361717 0.327139 0.036 Uiso 1 1 calc R U . . .
C3B C 0.596(2) 0.3127(5) 0.4356(17) 0.034(4) Uani 1 1 d . U . . .
C4B C 0.876(2) 0.3484(5) 0.3432(18) 0.035(4) Uani 1 1 d . U . . .
C5B C 0.703(2) 0.3829(4) 0.3346(18) 0.030(4) Uani 1 1 d . U . . .
H5B H 0.649007 0.392175 0.214176 0.036 Uiso 1 1 calc R U . . .
C6B C 0.921(2) 0.2687(4) 0.4251(18) 0.040(4) Uani 1 1 d . U . . .
H6D H 1.065272 0.273974 0.407791 0.060 Uiso 1 1 calc R U . . .
H6E H 0.850603 0.247536 0.340728 0.060 Uiso 1 1 calc R U . . .
H6F H 0.926634 0.257076 0.539874 0.060 Uiso 1 1 calc R U . . .
C7B C 0.378(2) 0.4264(4) 0.5408(19) 0.039(4) Uani 1 1 d . U . . .
H7C H 0.369227 0.438639 0.425170 0.047 Uiso 1 1 calc R U . . .
H7D H 0.234157 0.418625 0.556526 0.047 Uiso 1 1 calc R U . . .
C8B C 0.485(2) 0.4584(5) 0.6774(18) 0.039(4) Uani 1 1 d . U . . .
H8C H 0.436174 0.453520 0.785567 0.047 Uiso 1 1 calc R U . . .
H8D H 0.453995 0.488920 0.640380 0.047 Uiso 1 1 calc R U . . .
C9B C 0.725(2) 0.4484(5) 0.6987(18) 0.034(4) Uani 1 1 d . U . . .
H9B H 0.792769 0.471843 0.641401 0.041 Uiso 1 1 calc R U . . .
C10B C 0.835(2) 0.4459(5) 0.886(2) 0.040(4) Uani 1 1 d . U . . .
C11B C 1.176(2) 0.4399(5) 1.0668(18) 0.047(4) Uani 1 1 d . U . . .
H11D H 1.322785 0.432640 1.062357 0.071 Uiso 1 1 calc R U . . .
H11E H 1.119553 0.418112 1.135577 0.071 Uiso 1 1 calc R U . . .
H11F H 1.170870 0.468839 1.118204 0.071 Uiso 1 1 calc R U . . .
C12B C 0.503(2) 0.3587(4) 0.7280(17) 0.030(4) Uani 1 1 d . U . . .
C13B C 0.674(2) 0.3348(4) 0.8155(17) 0.033(4) Uani 1 1 d . U . . .
H13B H 0.805219 0.335638 0.778216 0.040 Uiso 1 1 calc R U . . .
C14B C 0.656(2) 0.3099(5) 0.9568(19) 0.044(4) Uani 1 1 d . U . . .
H14B H 0.775048 0.294321 1.017321 0.052 Uiso 1 1 calc R U . . .
C15B C 0.465(2) 0.3078(5) 1.0085(19) 0.040(4) Uani 1 1 d . U . . .
H15B H 0.450834 0.289930 1.102280 0.048 Uiso 1 1 calc R U . . .
C16B C 0.297(2) 0.3316(5) 0.9248(19) 0.042(4) Uani 1 1 d . U . . .
H16B H 0.167141 0.331351 0.964354 0.051 Uiso 1 1 calc R U . . .
C17B C 0.314(2) 0.3561(5) 0.7814(18) 0.042(4) Uani 1 1 d . U . . .
H17B H 0.193957 0.371165 0.720300 0.051 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5A O1A N1A 103.0(9) . . ?
C10A O5A C11A 114.8(13) . . ?
C1A N1A O1A 101.6(9) . . ?
C1A N1A C9A 105.5(10) . . ?
O1A N1A C9A 101.5(10) . . ?
C4A N2A C3A 113.6(13) . . ?
C4A N2A C6A 122.8(11) . . ?
C3A N2A C6A 123.2(12) . . ?
N1A C1A C12A 109.3(12) . . ?
N1A C1A C7A 103.8(11) . . ?
C12A C1A C7A 113.6(12) . . ?
N1A C1A C2A 102.2(11) . . ?
C12A C1A C2A 113.1(12) . . ?
C7A C1A C2A 113.6(12) . . ?
C3A C2A C1A 115.5(13) . . ?
C3A C2A C5A 105.8(12) . . ?
C1A C2A C5A 102.4(10) . . ?
C3A C2A H2A 110.9 . . ?
C1A C2A H2A 110.9 . . ?
C5A C2A H2A 110.9 . . ?
O2A C3A N2A 122.4(14) . . ?
O2A C3A C2A 129.7(13) . . ?
N2A C3A C2A 107.9(13) . . ?
O3A C4A N2A 124.8(14) . . ?
O3A C4A C5A 126.1(14) . . ?
N2A C4A C5A 108.8(12) . . ?
O1A C5A C4A 109.4(11) . . ?
O1A C5A C2A 107.5(11) . . ?
C4A C5A C2A 102.7(11) . . ?
O1A C5A H5A 112.2 . . ?
C4A C5A H5A 112.2 . . ?
C2A C5A H5A 112.2 . . ?
N2A C6A H6A 109.5 . . ?
N2A C6A H6B 109.5 . . ?
H6A C6A H6B 109.5 . . ?
N2A C6A H6C 109.5 . . ?
H6A C6A H6C 109.5 . . ?
H6B C6A H6C 109.5 . . ?
C8A C7A C1A 103.7(11) . . ?
C8A C7A H7A 111.0 . . ?
C1A C7A H7A 111.0 . . ?
C8A C7A H7B 111.0 . . ?
C1A C7A H7B 111.0 . . ?
H7A C7A H7B 109.0 . . ?
C7A C8A C9A 102.7(12) . . ?
C7A C8A H8A 111.2 . . ?
C9A C8A H8A 111.2 . . ?
C7A C8A H8B 111.2 . . ?
C9A C8A H8B 111.2 . . ?
H8A C8A H8B 109.1 . . ?
N1A C9A C10A 112.0(13) . . ?
N1A C9A C8A 108.2(11) . . ?
C10A C9A C8A 112.2(15) . . ?
N1A C9A H9A 108.1 . . ?
C10A C9A H9A 108.1 . . ?
C8A C9A H9A 108.1 . . ?
O4A C10A O5A 123.8(17) . . ?
O4A C10A C9A 123.1(18) . . ?
O5A C10A C9A 113.0(16) . . ?
O5A C11A H11A 109.5 . . ?
O5A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
O5A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C17A C12A C13A 118.9(14) . . ?
C17A C12A C1A 120.8(14) . . ?
C13A C12A C1A 120.1(13) . . ?
C12A C13A C14A 118.0(13) . . ?
C12A C13A H13A 121.0 . . ?
C14A C13A H13A 121.0 . . ?
C15A C14A C13A 122.2(15) . . ?
C15A C14A H14A 118.9 . . ?
C13A C14A H14A 118.9 . . ?
C16A C15A C14A 118.4(16) . . ?
C16A C15A H15A 120.8 . . ?
C14A C15A H15A 120.8 . . ?
C15A C16A C17A 119.9(15) . . ?
C15A C16A H16A 120.1 . . ?
C17A C16A H16A 120.1 . . ?
C16A C17A C12A 122.4(16) . . ?
C16A C17A H17A 118.8 . . ?
C12A C17A H17A 118.8 . . ?
C5B O1B N1B 103.3(9) . . ?
C10B O5B C11B 113.5(12) . . ?
C1B N1B O1B 101.1(9) . . ?
C1B N1B C9B 105.1(10) . . ?
O1B N1B C9B 102.6(10) . . ?
C3B N2B C4B 115.2(12) . . ?
C3B N2B C6B 121.5(12) . . ?
C4B N2B C6B 123.1(11) . . ?
N1B C1B C7B 105.6(11) . . ?
N1B C1B C2B 103.6(11) . . ?
C7B C1B C2B 113.1(11) . . ?
N1B C1B C12B 106.2(10) . . ?
C7B C1B C12B 113.5(11) . . ?
C2B C1B C12B 113.7(11) . . ?
C3B C2B C1B 115.7(11) . . ?
C3B C2B C5B 106.0(11) . . ?
C1B C2B C5B 100.9(10) . . ?
C3B C2B H2B 111.2 . . ?
C1B C2B H2B 111.2 . . ?
C5B C2B H2B 111.2 . . ?
O2B C3B N2B 124.1(14) . . ?
O2B C3B C2B 129.0(13) . . ?
N2B C3B C2B 106.8(13) . . ?
O3B C4B N2B 124.1(13) . . ?
O3B C4B C5B 128.8(14) . . ?
N2B C4B C5B 107.1(12) . . ?
O1B C5B C4B 111.4(10) . . ?
O1B C5B C2B 108.9(11) . . ?
C4B C5B C2B 104.4(11) . . ?
O1B C5B H5B 110.6 . . ?
C4B C5B H5B 110.6 . . ?
C2B C5B H5B 110.6 . . ?
N2B C6B H6D 109.5 . . ?
N2B C6B H6E 109.5 . . ?
H6D C6B H6E 109.5 . . ?
N2B C6B H6F 109.5 . . ?
H6D C6B H6F 109.5 . . ?
H6E C6B H6F 109.5 . . ?
C8B C7B C1B 102.4(11) . . ?
C8B C7B H7C 111.3 . . ?
C1B C7B H7C 111.3 . . ?
C8B C7B H7D 111.3 . . ?
C1B C7B H7D 111.3 . . ?
H7C C7B H7D 109.2 . . ?
C7B C8B C9B 104.4(11) . . ?
C7B C8B H8C 110.9 . . ?
C9B C8B H8C 110.9 . . ?
C7B C8B H8D 110.9 . . ?
C9B C8B H8D 110.9 . . ?
H8C C8B H8D 108.9 . . ?
N1B C9B C10B 110.0(11) . . ?
N1B C9B C8B 107.7(10) . . ?
C10B C9B C8B 112.0(12) . . ?
N1B C9B H9B 109.0 . . ?
C10B C9B H9B 109.0 . . ?
C8B C9B H9B 109.0 . . ?
O4B C10B O5B 125.7(15) . . ?
O4B C10B C9B 126.6(14) . . ?
O5B C10B C9B 107.5(14) . . ?
O5B C11B H11D 109.5 . . ?
O5B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
O5B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C17B C12B C13B 118.5(13) . . ?
C17B C12B C1B 121.8(12) . . ?
C13B C12B C1B 119.7(12) . . ?
C14B C13B C12B 120.8(13) . . ?
C14B C13B H13B 119.6 . . ?
C12B C13B H13B 119.6 . . ?
C15B C14B C13B 119.7(14) . . ?
C15B C14B H14B 120.1 . . ?
C13B C14B H14B 120.1 . . ?
C16B C15B C14B 119.9(15) . . ?
C16B C15B H15B 120.0 . . ?
C14B C15B H15B 120.0 . . ?
C15B C16B C17B 120.2(14) . . ?
C15B C16B H16B 119.9 . . ?
C17B C16B H16B 119.9 . . ?
C12B C17B C16B 120.8(14) . . ?
C12B C17B H17B 119.6 . . ?
C16B C17B H17B 119.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1A C5A 1.416(14) . ?
O1A N1A 1.497(13) . ?
O2A C3A 1.202(16) . ?
O3A C4A 1.208(16) . ?
O4A C10A 1.181(19) . ?
O5A C10A 1.323(19) . ?
O5A C11A 1.504(16) . ?
N1A C1A 1.496(15) . ?
N1A C9A 1.506(18) . ?
N2A C4A 1.356(17) . ?
N2A C3A 1.414(16) . ?
N2A C6A 1.453(16) . ?
C1A C12A 1.527(19) . ?
C1A C7A 1.533(18) . ?
C1A C2A 1.535(19) . ?
C2A C3A 1.484(18) . ?
C2A C5A 1.557(17) . ?
C2A H2A 1.0000 . ?
C4A C5A 1.548(18) . ?
C5A H5A 1.0000 . ?
C6A H6A 0.9800 . ?
C6A H6B 0.9800 . ?
C6A H6C 0.9800 . ?
C7A C8A 1.525(18) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
C8A C9A 1.550(19) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C9A C10A 1.53(2) . ?
C9A H9A 1.0000 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C12A C17A 1.388(18) . ?
C12A C13A 1.391(18) . ?
C13A C14A 1.411(19) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.392(19) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.37(2) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.38(2) . ?
C16A H16A 0.9500 . ?
C17A H17A 0.9500 . ?
O1B C5B 1.412(15) . ?
O1B N1B 1.503(13) . ?
O2B C3B 1.202(16) . ?
O3B C4B 1.209(15) . ?
O4B C10B 1.163(17) . ?
O5B C10B 1.362(17) . ?
O5B C11B 1.487(15) . ?
N1B C1B 1.494(15) . ?
N1B C9B 1.513(16) . ?
N2B C3B 1.389(16) . ?
N2B C4B 1.396(16) . ?
N2B C6B 1.482(15) . ?
C1B C7B 1.541(17) . ?
C1B C2B 1.551(18) . ?
C1B C12B 1.559(18) . ?
C2B C3B 1.51(2) . ?
C2B C5B 1.552(17) . ?
C2B H2B 1.0000 . ?
C4B C5B 1.526(18) . ?
C5B H5B 1.0000 . ?
C6B H6D 0.9800 . ?
C6B H6E 0.9800 . ?
C6B H6F 0.9800 . ?
C7B C8B 1.526(17) . ?
C7B H7C 0.9900 . ?
C7B H7D 0.9900 . ?
C8B C9B 1.550(17) . ?
C8B H8C 0.9900 . ?
C8B H8D 0.9900 . ?
C9B C10B 1.532(19) . ?
C9B H9B 1.0000 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B C17B 1.366(17) . ?
C12B C13B 1.393(16) . ?
C13B C14B 1.390(18) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.373(18) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.367(17) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.396(18) . ?
C16B H16B 0.9500 . ?
C17B H17B 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5A O1A N1A C1A -47.7(11) . . . . ?
C5A O1A N1A C9A -156.4(10) . . . . ?
O1A N1A C1A C12A 164.4(11) . . . . ?
C9A N1A C1A C12A -90.1(13) . . . . ?
O1A N1A C1A C7A -74.1(11) . . . . ?
C9A N1A C1A C7A 31.4(13) . . . . ?
O1A N1A C1A C2A 44.3(12) . . . . ?
C9A N1A C1A C2A 149.9(11) . . . . ?
N1A C1A C2A C3A 89.5(13) . . . . ?
C12A C1A C2A C3A -27.9(17) . . . . ?
C7A C1A C2A C3A -159.3(12) . . . . ?
N1A C1A C2A C5A -25.1(14) . . . . ?
C12A C1A C2A C5A -142.4(12) . . . . ?
C7A C1A C2A C5A 86.2(13) . . . . ?
C4A N2A C3A O2A 171.0(14) . . . . ?
C6A N2A C3A O2A -2(2) . . . . ?
C4A N2A C3A C2A -7.2(16) . . . . ?
C6A N2A C3A C2A 179.7(12) . . . . ?
C1A C2A C3A O2A 80(2) . . . . ?
C5A C2A C3A O2A -167.4(16) . . . . ?
C1A C2A C3A N2A -101.9(13) . . . . ?
C5A C2A C3A N2A 10.6(15) . . . . ?
C3A N2A C4A O3A -174.0(14) . . . . ?
C6A N2A C4A O3A -1(2) . . . . ?
C3A N2A C4A C5A 0.4(16) . . . . ?
C6A N2A C4A C5A 173.5(12) . . . . ?
N1A O1A C5A C4A -79.5(12) . . . . ?
N1A O1A C5A C2A 31.4(13) . . . . ?
O3A C4A C5A O1A -65.7(18) . . . . ?
N2A C4A C5A O1A 120.0(11) . . . . ?
O3A C4A C5A C2A -179.6(14) . . . . ?
N2A C4A C5A C2A 6.1(14) . . . . ?
C3A C2A C5A O1A -125.3(12) . . . . ?
C1A C2A C5A O1A -3.9(15) . . . . ?
C3A C2A C5A C4A -9.9(14) . . . . ?
C1A C2A C5A C4A 111.5(12) . . . . ?
N1A C1A C7A C8A -40.9(13) . . . . ?
C12A C1A C7A C8A 77.6(14) . . . . ?
C2A C1A C7A C8A -151.2(12) . . . . ?
C1A C7A C8A C9A 33.3(14) . . . . ?
C1A N1A C9A C10A 113.6(13) . . . . ?
O1A N1A C9A C10A -140.8(12) . . . . ?
C1A N1A C9A C8A -10.6(16) . . . . ?
O1A N1A C9A C8A 95.0(12) . . . . ?
C7A C8A C9A N1A -14.4(16) . . . . ?
C7A C8A C9A C10A -138.5(13) . . . . ?
C11A O5A C10A O4A 4(2) . . . . ?
C11A O5A C10A C9A 179.7(12) . . . . ?
N1A C9A C10A O4A -146.1(17) . . . . ?
C8A C9A C10A O4A -24(2) . . . . ?
N1A C9A C10A O5A 37.9(18) . . . . ?
C8A C9A C10A O5A 159.8(13) . . . . ?
N1A C1A C12A C17A 168.8(12) . . . . ?
C7A C1A C12A C17A 53.4(17) . . . . ?
C2A C1A C12A C17A -78.0(17) . . . . ?
N1A C1A C12A C13A -15.5(18) . . . . ?
C7A C1A C12A C13A -130.9(14) . . . . ?
C2A C1A C12A C13A 97.7(15) . . . . ?
C17A C12A C13A C14A -1(2) . . . . ?
C1A C12A C13A C14A -176.3(13) . . . . ?
C12A C13A C14A C15A 0(2) . . . . ?
C13A C14A C15A C16A 1(3) . . . . ?
C14A C15A C16A C17A -3(2) . . . . ?
C15A C16A C17A C12A 3(2) . . . . ?
C13A C12A C17A C16A -1(2) . . . . ?
C1A C12A C17A C16A 174.5(14) . . . . ?
C5B O1B N1B C1B -46.3(10) . . . . ?
C5B O1B N1B C9B -154.7(9) . . . . ?
O1B N1B C1B C7B -75.7(11) . . . . ?
C9B N1B C1B C7B 30.7(14) . . . . ?
O1B N1B C1B C2B 43.4(11) . . . . ?
C9B N1B C1B C2B 149.8(10) . . . . ?
O1B N1B C1B C12B 163.5(10) . . . . ?
C9B N1B C1B C12B -90.1(12) . . . . ?
N1B C1B C2B C3B 89.2(13) . . . . ?
C7B C1B C2B C3B -157.0(12) . . . . ?
C12B C1B C2B C3B -25.7(16) . . . . ?
N1B C1B C2B C5B -24.7(12) . . . . ?
C7B C1B C2B C5B 89.2(12) . . . . ?
C12B C1B C2B C5B -139.5(11) . . . . ?
C4B N2B C3B O2B 170.7(13) . . . . ?
C6B N2B C3B O2B -4.6(19) . . . . ?
C4B N2B C3B C2B -6.0(15) . . . . ?
C6B N2B C3B C2B 178.6(10) . . . . ?
C1B C2B C3B O2B 79.7(18) . . . . ?
C5B C2B C3B O2B -169.4(13) . . . . ?
C1B C2B C3B N2B -103.7(13) . . . . ?
C5B C2B C3B N2B 7.1(13) . . . . ?
C3B N2B C4B O3B -176.2(12) . . . . ?
C6B N2B C4B O3B -1(2) . . . . ?
C3B N2B C4B C5B 2.2(15) . . . . ?
C6B N2B C4B C5B 177.4(11) . . . . ?
N1B O1B C5B C4B -83.7(12) . . . . ?
N1B O1B C5B C2B 30.9(12) . . . . ?
O3B C4B C5B O1B -61.8(19) . . . . ?
N2B C4B C5B O1B 119.9(12) . . . . ?
O3B C4B C5B C2B -179.3(14) . . . . ?
N2B C4B C5B C2B 2.5(14) . . . . ?
C3B C2B C5B O1B -124.9(11) . . . . ?
C1B C2B C5B O1B -4.0(13) . . . . ?
C3B C2B C5B C4B -5.8(13) . . . . ?
C1B C2B C5B C4B 115.1(11) . . . . ?
N1B C1B C7B C8B -39.3(14) . . . . ?
C2B C1B C7B C8B -151.9(11) . . . . ?
C12B C1B C7B C8B 76.7(13) . . . . ?
C1B C7B C8B C9B 31.6(14) . . . . ?
C1B N1B C9B C10B 112.0(12) . . . . ?
O1B N1B C9B C10B -142.7(10) . . . . ?
C1B N1B C9B C8B -10.4(15) . . . . ?
O1B N1B C9B C8B 94.9(11) . . . . ?
C7B C8B C9B N1B -13.8(15) . . . . ?
C7B C8B C9B C10B -134.9(12) . . . . ?
C11B O5B C10B O4B 1(2) . . . . ?
C11B O5B C10B C9B 176.4(11) . . . . ?
N1B C9B C10B O4B -120.3(17) . . . . ?
C8B C9B C10B O4B 0(2) . . . . ?
N1B C9B C10B O5B 64.5(14) . . . . ?
C8B C9B C10B O5B -175.7(11) . . . . ?
N1B C1B C12B C17B 144.5(13) . . . . ?
C7B C1B C12B C17B 28.9(18) . . . . ?
C2B C1B C12B C17B -102.2(15) . . . . ?
N1B C1B C12B C13B -36.7(16) . . . . ?
C7B C1B C12B C13B -152.3(12) . . . . ?
C2B C1B C12B C13B 76.6(15) . . . . ?
C17B C12B C13B C14B -2(2) . . . . ?
C1B C12B C13B C14B 179.5(12) . . . . ?
C12B C13B C14B C15B 2(2) . . . . ?
C13B C14B C15B C16B -2(2) . . . . ?
C14B C15B C16B C17B 3(2) . . . . ?
C13B C12B C17B C16B 3(2) . . . . ?
C1B C12B C17B C16B -178.5(12) . . . . ?
C15B C16B C17B C12B -4(2) . . . . ?
